6631-94-3 Usage
Description
2-Acetylphenothiazine (2-APT) is a selective, cell-active inhibitor of NADPH oxidase 1 (NOX1) that blocks the generation of reactive oxygen species (ROS) in HT-29 cells with an IC50 value of 0.129 μM. It does not affect xanthine oxidase-dependent or mitochondrial ROS generation. 2-APT prevents ROS-dependent formation of ECM-degrading invadopodia in colon cancer cells. It also abolishes collagen-induced superoxide production by platelets (IC50 = 306 nM), preventing platelet aggregation and thrombus formation. 2-APT protects beta cells from cytokine-induced apoptosis by inhibiting NOX1. 2-APT can also activate the human transient receptor potential ankyrin 1 (TRPA1) nociceptor at 1-30 μM.
Chemical Properties
Yellow white or green crystalline powder
Uses
Different sources of media describe the Uses of 6631-94-3 differently. You can refer to the following data:
1. 2-Acetylphenothiazine is a potent and selective NADPH oxidase 1 (NOX1) inhibitor that blocks NOX1-dependent ROS generation. 2-Acetylphenothiazine has been shown to inhibit SrcYF-induced invadopodia formation in human DLD1 colon cancer cells.
2. 2-Acetylphenothiazine was used as a NADPH oxidase (NOX) inhibitor in human platelet functional responses and intracellular signaling pathways. It was also used in the synthesis of 2-phenothiazin-2′-yl-cinchoninic acid derivatives.
Check Digit Verification of cas no
The CAS Registry Mumber 6631-94-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,3 and 1 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6631-94:
(6*6)+(5*6)+(4*3)+(3*1)+(2*9)+(1*4)=103
103 % 10 = 3
So 6631-94-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H11NOS/c1-9(16)10-6-7-14-12(8-10)15-11-4-2-3-5-13(11)17-14/h2-8,15H,1H3
6631-94-3Relevant articles and documents
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Kudryavtsev,B.V.,Yarmukhametova,D.Kh.
, (1970)
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Method for synthesis of 2-acetyl phenothiazine with m-acetyl phenol and aniline as raw materials
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Paragraph 0033, (2016/11/14)
The invention discloses to a method for synthesis of 2-acetyl phenothiazine with m-acetyl phenol and aniline as raw materials. The method comprises the steps: carrying out a dehydration reaction of m-acetyl phenol and aniline with trifluoromethanesulfonic acid as a catalyst; and carrying out an annulation reaction on the product obtained in the first step with elemental sulfur under the catalysis of iodine in an acetone solvent. With m-acetyl phenol and aniline as the raw materials, firstly, amino and phenolic hydroxyl are subjected to dehydration reaction, then the product is subjected to annulation reaction with elemental sulfur, and thus 2-acetyl phenothiazine is obtained. Trifluoromethanesulfonic acid as the dehydration reaction catalyst has stronger acidity and has the effect of relatively strongly protonizing m-acetyl phenol to form a molten salt, and the dehydration yield is increased. Through the two steps, the total yield and purity of 2-acetyl phenothiazine are ensured.
Assembly of substituted phenothiazines by a sequentially controlled CuI/L-proline-catalyzed cascade C-S and C-N bond formation
Dawei, Ma.,Geng, Qian,Zhang, Hui,Jiang, Yongwen
supporting information; experimental part, p. 1291 - 1294 (2010/05/17)
(Chemical equation presented) In the pro-line of fire: A general and efficient cascade reaction approach to substituted phenothiazines, which relies on controlled sequential Cul/L-prolinecatalyzed C-S and C-N bond formations, is described. DMSO = dimethylsulfoxide.
